title: cis-1,3,4,6-Tetranitrooctahydroimidazo-[4,5-d]imidazole (BCHMX), its properties and initiation reactivity.
abstract: Using the (15)N NMR chemical shifts of nitrogen atoms in nitramino groups of cis-1,3,4,6-tetranitrooctahydroimidazo-[4,5-d]imidazole (bicyclo-HMX or BCHMX) and additional 10 nitramines, we have assessed its reactivity in detonation, under the influence of impact, and by action of electric spark. It is stated that the thermal stability of BCHMX is higher than that of 1,3,5-trinitro-1,3,5-triazinane (RDX). The longest NN bond in the BCHMX molecule (1.412(4)A) is the cause for its higher impact reactivity, which is at the level of that of penterythritol tetranitrate (PETN). In the experimentally determined detonation velocity, BCMX can be slightly better performing than RDX. From the standpoint of friction sensitivity, BCHMX is similar to 1,3,5,7-tetranitro-1,3,5,7-tetrazocane (HMX). Attention was also focused on the solubility-temperature dependence of BCHMX in acetone, acetonitrile, ethyl acetate, dimethyl sulfoxide, tetrahydrofurane, and nitromethane. X-ray crystallographic study of BCHMX (C(4)H(6)N(8)O(8), M(r)=294.17), has been carried out at the temperature of 150K with the following results: a=8.5430(8), b=6.9480(6), c=8.7780(8)A, alpha=90.0(7) degrees , beta=102.452(11) degrees , gamma=90.0(9) degrees , V=508.777(8)A(3), Z=2, D(x)=1.920 g cm(-3), lambda(Mo Ka)=0.71073A, micro=0.169 cm(-1), F(000)=856, final R=0.0414 for 1254 independent observed reflections. In the BCHMX crystal there were found more short contacts in the molecular crystal of BCHMX data of Gilardi creating extensive supramolecular architecture.
authors.affiliation: Faculty of Chemical Technology, Institute of Energetic Materials, University of Pardubice, Pardubice, Czech Republic.
authors.forename: Dusan
authors.initials: D
authors.lastname: Klasovitý
authors.forename: Svatopluk
authors.initials: S
authors.lastname: Zeman
authors.forename: Ales
authors.initials: A
authors.lastname: Růzicka
authors.forename: Marcela
authors.initials: M
authors.lastname: Jungová
authors.forename: Michal
authors.initials: M
authors.lastname: Rohác
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray; D053834:Explosive Agents / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D009578:Nitrobenzenes / Q000737:chemistry*; D009587:Nitrogen Isotopes; D013696:Temperature
chemical_list: C540612:1,3,4,6-tetranitrooctahydroimidazo-(4,5-d)imidazole; D000814:Aniline Compounds; D053834:Explosive Agents; D007093:Imidazoles; D009578:Nitrobenzenes; D009587:Nitrogen Isotopes; C015384:nitramine